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Villa vacation rentals in Montaione

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Top-rated villa rentals in Montaione

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Guest favorite
The crystal-clear pool reflects the charming stone villa and surrounding olive trees. A wooden table and chairs are visible on a patio, inviting relaxation. Planters with vibrant flowers add color to the landscape, enhancing the serene ambiance of the countryside.
Villa in Gambassi Terme

Villa Il Vecchio Pozzo in Toscana

Immersa nella natura dove è possibile rilassarsi alla vista di un magnifico panorama. Gambassi Terme è situato al centro della Toscana a pochi km dalle principali città d'arte (Firenze, Siena, Pisa). Il centro storico è raggiungibile anche a piedi e nei periodi estivi vengono organizzate varie feste paesane e spettacoli vari. L'appartamento è composto da cucina, soggiorno, divano, camino, bagno, una camera matrimoniale e una camerina con due letti singoli. Sul retro c'è un loggiato con vista mozzafiato e la piscina con lettini e ombrelloni. La presenza dell'ampio giardino e la vicinanza all'orto di famiglia munito di animali domestici (galline, piccioni e papere) ne fanno un luogo ideale anche per una famiglia con bambini. Immerso nella campagna dove è possibile rilassarsi in pace e tranquillita' alla vista di un magnifico scorcio ,ma facilmente raggiungibile anche a piedi il centro dove ci sono supermarket,bar. ecc

FamilyValueIndoor spaces

4.94 out of 5 average rating, 145 reviews
Guest favorite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the charm of our Country House: a prestigious ancient Tuscan farmhouse, finely restored, with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat to regenerate. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours, or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!

LocationValuePets

4.94 out of 5 average rating, 133 reviews
Guest favorite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti

Manor House - IlVillinoFarmhouse

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

LocationValueCheck-in

4.93 out of 5 average rating, 254 reviews
Guest favorite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes. We can also provide cots, cribs, baby bed, high chairs at the cost 10 euro each per day to be paid in cash locally.

FamilyLocationBeach

4.97 out of 5 average rating, 116 reviews
Top guest favorite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina

Torre dei Belforti

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

ValueLocationPool

4.99 out of 5 average rating, 137 reviews
Top guest favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa

Il Vichiaccio: Florence Villa with Jacuzzi

Cozy Chianti Villa near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

FamilyLocationPets

4.95 out of 5 average rating, 202 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

ValueFamilyTV

4.98 out of 5 average rating, 105 reviews
Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano in Val di Pesa

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

LocationFamilyLong stay

4.97 out of 5 average rating, 119 reviews
Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

LocationFamilyWalkability

5.0 out of 5 average rating, 188 reviews
Top guest favorite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

ValueFamilyShared spaces

4.95 out of 5 average rating, 219 reviews
Guest favorite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

FamilyLocationHospitality

4.89 out of 5 average rating, 307 reviews
Top guest favorite
A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.
Villa in Tignano

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

LocationFamilyShared spaces

4.96 out of 5 average rating, 207 reviews

Popular amenities for Montaione villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favorite
A historic villa from the 19th century is framed by lush greenery, featuring a serene private bio lake. Surrounding the water, vibrant flowers and shrubbery enhance the natural setting. The structure is complemented by clear blue skies and well-maintained garden areas.
Villa in Lucca

HistoricVilla-6km from Luccacentre-Villa Zambaldi

ValueFamilyHiking

4.93 out of 5 average rating, 114 reviews
Top guest favorite
Villa in Montaione

Private Villa with semi-Olympic pool and Tennis

LocationValuePets

4.98 out of 5 average rating, 50 reviews
Guest favorite
A private swimming pool is framed by manicured lawn and positioned under two large umbrellas. Four lounge chairs are arranged around the pool, offering views of rolling hills and the Tuscan countryside beyond. The pool features a sleek, modern design with clear water reflecting the sky.
Villa in Gambassi Terme

Villa Via Francigena

FamilyValueQuiet

4.96 out of 5 average rating, 72 reviews
Top guest favorite
A vibrant outdoor area features a pergola draped with greenery, providing shade over a comfortable seating arrangement. Flowering plants and shrubs surround the patio, enhancing the natural beauty of the villa's exterior, which exhibits warm hues under the sunlight.
Villa in Peccioli

Dream in Tuscany, Villa with pool

LocationValueIndoor spaces

4.99 out of 5 average rating, 82 reviews
Top guest favorite
Villa in Pistoia

Church of the Vaioni

ValueFamilyCondition

4.99 out of 5 average rating, 86 reviews
Top guest favorite
An aerial view captures a charming stone villa surrounded by lush greenery and neatly arranged gardens. A spacious swimming pool is visible, complemented by outdoor seating areas and pergolas, all against the backdrop of rolling hills and cloudy blue skies.
Villa in San Gimignano

Tuscan Villa with Pool & Jacuzzi, San Gimignano

FamilyValueLayout

4.98 out of 5 average rating, 90 reviews
Guest favorite
Villa in Gambassi Terme

Villa Montignoso - Exclusive villa with Pool

ValueLocationNearby

4.87 out of 5 average rating, 30 reviews
Guest favorite
A modern swimming pool is surrounded by a neatly manicured lawn and vibrant flower beds. Sun loungers are positioned beside the pool, while a shaded area is provided by an umbrella. The villa features a terracotta roof, with inviting outdoor spaces visible in the background.
Villa in Gambassi Terme

La Capannina Di Pillo

FamilyLocationView

4.93 out of 5 average rating, 14 reviews

Luxury villa rentals

Guest favorite
Villa in Monteriggioni

Villa dei 2 Ulivi (Abbadia Isola)

LocationValuePets

4.97 out of 5 average rating, 174 reviews
Guest favorite
A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.
Villa in Monsummano Terme

Le Maggioline Your Tuscany country house

ValueFamilyComfort

4.98 out of 5 average rating, 142 reviews
Guest favorite
An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.
Villa in Poggibonsi

Villa with pool in Chianti Area

ValueFamilyShared spaces

4.95 out of 5 average rating, 73 reviews
Guest favorite
The villa is positioned on a scenic coastline, offering a panoramic view of the ocean at sunset. A private infinity pool reflects the warm colors of the sky. Surrounding terraces are visible, along with a glimpse of the rocky shoreline and lush landscaping.
Villa in Rosignano Marittimo

Villa Castiglioncello - access to the private sea

LocationFamilyView

4.91 out of 5 average rating, 35 reviews
Guest favorite
A spacious outdoor area is highlighted by well-maintained greenery and various lounge chairs positioned near a pool. The villa is seen in the background, featuring a terracotta roof and large outdoor seating area, under a bright blue sky dotted with a few clouds.
Villa in Casciana Terme

Villa Le Rocche with pool, breathtaking view

ValueFamilyLaundry

4.93 out of 5 average rating, 85 reviews
Top guest favorite
The villa is elegantly positioned amidst lush greenery, showcasing a well-maintained garden and a private infinity pool. Sun loungers with green umbrellas are arranged around the pool area, providing inviting spaces for relaxation. The landscape offers gentle hills in the background, creating a serene atmosphere.
Villa in Montecatini Alto

Villa la Moresca: Your Tuscan Dream Panorama

FamilyLocationDecor

5.0 out of 5 average rating, 13 reviews
Guest favorite
An inviting swimming pool is bordered by lush greenery, with sun loungers and a shaded seating area nearby. The elegant villa stands in the background, featuring large windows and a traditional design, surrounded by tall cypress trees against a clear blue sky.
Villa in Castelfranco di Sotto

Villa Montefalcone: Charm, Private Pool, and Chef

ValueLocationComfort

4.98 out of 5 average rating, 42 reviews
Top guest favorite
A charming entrance is framed by a wrought iron gate, opening to a gravel pathway leading to a spacious courtyard surrounded by greenery and stone buildings. Lush trees and flowering plants enhance the inviting outdoor space, reflecting the historical character of the restored barn.
Villa in Certaldo

Villa Gelsomino, your dream in Tuscany

FamilyValueComfort

4.94 out of 5 average rating, 32 reviews

Villa rentals with a pool

Superhost
The exterior of a charming stone villa is showcased, with a refreshing swimming pool in the foreground. Lush green grass surrounds the pool area, and a shaded gazebo with seating is positioned nearby. Rolling hills and a clear blue sky form a picturesque backdrop.
Villa in Greve in Chianti

Villa La Doccia, Greve in Chianti

FamilyValueView

4.85 out of 5 average rating, 179 reviews
Top guest favorite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Villa in Castagneto Carducci

sea view villa with private infinity pool

LocationFamilyWifi

4.99 out of 5 average rating, 123 reviews
Superhost
A two-story house is set within a verdant landscape, surrounded by trees and open green spaces. The building features a terracotta roof and is complemented by a well-maintained garden. A swimming pool is visible in the foreground, enhancing the idyllic outdoor setting.
Villa in Peccioli

Podere Il Renaio

ValueFamilyIndoor spaces

4.88 out of 5 average rating, 43 reviews
Guest favorite
Villa in Badia a Passignano

Guardia di Badia a Passignano

LocationBikingView

4.86 out of 5 average rating, 7 reviews
Top guest favorite
A private swimming pool is surrounded by vibrant flowers and lush greenery. Multiple lounge chairs are positioned under umbrellas for shade. A seating area is visible in the background, along with a well-maintained pathway and rustic stone walls, enhancing the serene outdoor setting.
Villa in Poggibonsi

Villa L'Olivo w/Private pool (Close San Gimignano)

LocationValueWalkability

4.99 out of 5 average rating, 98 reviews
Superhost
A shaded area features comfortable loungers, inviting relaxation beside a private pool. Light curtains gently sway, adding an element of serenity. The pool reflects the surrounding hills and clear sky, completing a tranquil outdoor space for guests to unwind.
Villa in Capannori

Tuscany, "Il Castoro" Agritourism

FamilyLocationCondition

4.75 out of 5 average rating, 119 reviews
Superhost
The historic stone house, featuring a multi-level design, is surrounded by lush greenery. A spacious outdoor area includes a large lawn and a shaded terrace. The rustic architecture is complemented by details such as wooden shutters and a stone well.
Villa in Volterra

Ulimeto Power

ValueFamilyIndoor spaces

4.9 out of 5 average rating, 77 reviews
Superhost
A tranquil outdoor pool is surrounded by lush greenery and vibrant flower beds. Sun loungers are positioned along the edge of the pool, and shaded umbrellas provide respite from the sun. Rolling hills and vineyards complete the picturesque backdrop.
Villa in Castelfiorentino

Villa d'Elsa | Tuscan farmhouse with private pool

ValueLocationNearby

4.88 out of 5 average rating, 8 reviews

Destinations to explore